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Volume 271, Number 48,
Issue of November 29, 1996
pp. 30426-30435
©1996 by The American Society for Biochemistry and Molecular Biology, Inc.
The Biogenetic Anatomy of Vitamin B6
A 13C NMR INVESTIGATION OF THE BIOSYNTHESIS OF
PYRIDOXOL IN ESCHERICHIA COLI
(Received for publication, June 28, 1996, and in revised form, September 9, 1996)
Robert E.
Hill
,
Klaus
Himmeldirk
§
,
Isaac A.
Kennedy
§
,
Richard
M.
Pauloski
§
,
Brian G.
Sayer
§
,
Eckardt
Wolf
§
and
Ian D.
Spenser
§
From the Departments of § Chemistry and
Pathology, McMaster University, Hamilton,
Ontario L8S 4M1, Canada
It is shown by incorporation experiments with
13C bond-labeled substrates, followed by analysis by means
of 13C NMR spectroscopy, that two compounds,
1-deoxy-D-xylulose () and
4-hydroxy-L-threonine (), serve as precursors of
pyridoxol (vitamin B6) () in Escherichia coli.
Together, these two compounds account for the entire C8N
skeleton of the vitamin. 1-Deoxy-D-xylulose supplies the
intact C5 unit, C-2 ,2,3,4,4 of pyridoxol.
4-Hydroxy-L-threonine undergoes decarboxylation in
supplying the intact C3N unit, N-1,C-6,5,5 . Both
precursors are ultimately derived from glucose. The C5 unit of pyridoxol that is derived from 1-deoxy-D-xylulose
originates by union of a triose phosphate (yielding C-3,4,4 ) with
pyruvic acid (which decarboxylates to yield C-2 ,2).
D-Erythroate () enters the C3 unit, C-6,5,5 ,
and is therefore an intermediate on the route from glucose into
4-hydroxy-L-threonine.

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Copyright © 1996 by the American Society for Biochemistry and Molecular Biology.
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